| Identification | Back Directory | [Name]
2-HYDROXY-3,4-DIMETHOXYBENZOIC ACID | [CAS]
5653-46-3 | [Synonyms]
NSC 37414
AKOS 244-33
VERATRIC ACID, 2-HYDROXY-
3,4-DIMETHOXYSALICYLIC ACID
2-Hydroxy-3,4-dimethoxybenzoic
3,4-DIMETHOXYSALICYLIC ACID 97%
2-HYDROXY-3,4-DIMETHOXYBENZOIC ACID
3,4-DIMETHOXY-2-HYDROXYBENZOIC ACID
HYDROXY-3,4-DIMETHOXYBENZOIC ACID, 2-
2-HYDROXY-3,4-DIMETHOXYBENZOICCID 97%
Benzoic acid, 2-hydroxy-3,4-dimethoxy-
3,4-DIMETHOXY-2-HYDROXYBENZOIC ACID 97% | [EINECS(EC#)]
227-096-9 | [Molecular Formula]
C9H10O5 | [MDL Number]
MFCD00016498 | [MOL File]
5653-46-3.mol | [Molecular Weight]
198.17 |
| Chemical Properties | Back Directory | [Melting point ]
170-172℃ | [Boiling point ]
334℃ | [density ]
1.335 | [Fp ]
134℃ | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Solid | [color ]
White to off-white | [LogP]
2.070 (est) |
| Hazard Information | Back Directory | [Uses]
2-Hydroxy-3,4-dimethoxybenzoic acid (3,4-Dimethoxysalicylic acid) is an olefinic benzene derivative[1]. | [Definition]
ChEBI: 2-HYDROXY-3,4-DIMETHOXYBENZOIC ACID is a methoxybenzoic acid. | [Synthesis]
General procedure for the synthesis of 2-hydroxy-3,4-dimethoxybenzoic acid (3-B) from 2,3,4-trimethoxybenzoic acid (3-A):[04081]
1. 2,3,4-trimethoxybenzoic acid (3-A) (1.06 g, 5 mmol) was dissolved in dichloromethane (DCM) (30 mL) at -20 °C.
2. Boron tribromide (BBr3) (0.5 mL, 5.5 mmol) was slowly added to the above solution, keeping the reaction temperature at -20 °C.
3. The reaction mixture was stirred continuously for 30 minutes at -20°C. 4.
4. Upon completion of the reaction, sodium bicarbonate (NaHCO3) was added to quench the reaction.
5. 2N hydrochloric acid (HCl) (50mL) was added followed by extraction with dichloromethane (DCM).
6. The organic layer was separated and concentrated to give the target product 2-hydroxy-3,4-dimethoxybenzoic acid (3-B) (705 mg, 62.2% yield). | [References]
[1] Solheim E, et al. Metabolism of alkenebenzene derivatives in the rat. II. Eugenol and isoeugenol methyl ethers[J]. Xenobiotica, 1976, 6(3): 137-150. DOI:10.3109/00498257609151624 |
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